公开(公告)号：US08980499B2

公开(公告)日：2015-03-17

申请号：US13322073

申请日：2010-05-21

申请人： Tooru Sugitani ,  Hiroyuki Nishii ,  Akira Shimazu

发明人： Tooru Sugitani ,  Hiroyuki Nishii ,  Akira Shimazu

IPC分类号： H01M8/10 ,  H01B1/12 ,  H01M8/04

CPC分类号： H01B1/122 ,  H01M8/04197 ,  H01M8/1011 ,  H01M8/1027 ,  H01M8/103 ,  H01M8/1067 ,  Y02E60/523

摘要： Provided is a polyimide-based proton-conductive polymer electrolyte membrane having high methanol permeation resistance property (methanol blocking property). The proton-conductive polymer electrolyte membrane includes, as a main component, a polyimide resin formed by polycondensation of a tetracarboxylic dianhydride, a first aromatic diamine having a proton-conductive group, and a second aromatic diamine having no proton-conductive group. The second aromatic diamine has a fused ring skeleton composed of three or more rings. This electrolyte membrane is suitable for use in a polymer electrolyte fuel cell (PEFC), in particular in a direct methanol fuel cell (DMFC).

摘要翻译： 本发明提供具有高甲醇渗透性（甲醇阻断性）的聚酰亚胺系质子传导性高分子电解质膜。 质子传导性高分子电解质膜以四羧酸二酐，具有质子传导性基团的第一芳香族二胺和不具有质子传导性基团的第二芳香族二胺缩聚形成的聚酰亚胺树脂为主要成分。 第二芳族二胺具有由三个以上环构成的稠环骨架。 该电解质膜适用于聚合物电解质燃料电池（PEFC），特别是在直接甲醇燃料电池（DMFC）中。

公开(公告)号：US09088030B2

公开(公告)日：2015-07-21

申请号：US13978110

申请日：2012-03-28

申请人： Tooru Sugitani ,  Akira Shimazu ,  Hiroyuki Nishii

发明人： Tooru Sugitani ,  Akira Shimazu ,  Hiroyuki Nishii

IPC分类号： H01M8/10 ,  C08G73/10 ,  H01M8/04 ,  H01B1/12

CPC分类号： H01M8/1027 ,  C08G73/1039 ,  C08G73/105 ,  C08G73/1067 ,  C08G73/1071 ,  H01B1/122 ,  H01M8/04197 ,  H01M8/1011 ,  H01M8/103 ,  Y02E60/523

摘要： The present invention provides a novel polyimide containing a diamine component that has a fluorene skeleton having a sulfonic acid group or a derivative thereof, and a novel polyimide-based polymer electrolyte membrane containing this polyimide as a main component and having properties based on this polyimide (for example, a good balance between the resistance to methanol crossover and the proton conductivity). The polyimide of the present invention contains a structural unit (P) represented by the following formula (1). The polymer electrolyte membrane of the present invention contains this polyimide as a main component.

摘要翻译： 本发明提供了含有具有磺酸基的芴骨架或其衍生物的二胺成分的新型聚酰亚胺和以该聚酰亚胺为主要成分的基于该聚酰亚胺的性质的新型聚酰亚胺系聚合物电解质膜（ 例如，耐甲醇交联和质子传导性之间的良好平衡）。 本发明的聚酰亚胺含有由下式（1）表示的结构单元（P）。 本发明的高分子电解质膜含有该聚酰亚胺作为主要成分。

公开(公告)号：US20130288156A1

公开(公告)日：2013-10-31

申请号：US13978110

申请日：2012-03-28

申请人： Tooru Sugitani ,  Akira Shimazu ,  Hiroyuki Nishii

发明人： Tooru Sugitani ,  Akira Shimazu ,  Hiroyuki Nishii

IPC分类号： H01M8/10

CPC分类号： H01M8/1027 ,  C08G73/1039 ,  C08G73/105 ,  C08G73/1067 ,  C08G73/1071 ,  H01B1/122 ,  H01M8/04197 ,  H01M8/1011 ,  H01M8/103 ,  Y02E60/523

摘要： The present invention provides a novel polyimide containing a diamine component that has a fluorene skeleton having a sulfonic acid group or a derivative thereof, and a novel polyimide-based polymer electrolyte membrane containing this polyimide as a main component and having properties based on this polyimide (for example, a good balance between the resistance to methanol crossover and the proton conductivity). The polyimide of the present invention contains a structural unit (P) represented by the following formula (1). The polymer electrolyte membrane of the present invention contains this polyimide as a main component.

摘要翻译： 本发明提供了含有具有磺酸基的芴骨架或其衍生物的二胺成分的新型聚酰亚胺和以该聚酰亚胺为主要成分的基于该聚酰亚胺的性质的新型聚酰亚胺系聚合物电解质膜（ 例如，耐甲醇交联和质子传导性之间的良好平衡）。 本发明的聚酰亚胺含有由下式（1）表示的结构单元（P）。 本发明的高分子电解质膜含有该聚酰亚胺作为主要成分。

公开(公告)号：US20130171541A1

公开(公告)日：2013-07-04

申请号：US13822926

申请日：2012-03-28

申请人： Tooru Sugitani ,  Akira Shimazu ,  Hiroyuki Nishii

发明人： Tooru Sugitani ,  Akira Shimazu ,  Hiroyuki Nishii

IPC分类号： H01M8/10

CPC分类号： H01M8/103 ,  C08G73/1042 ,  C08G73/105 ,  H01B1/122 ,  H01M8/1004 ,  H01M8/1011 ,  H01M8/1027 ,  Y02E60/523

摘要： The present invention provides a novel polyimide containing a diamine component having a fluorene skeleton and a novel polyimide-based polymer electrolyte membrane containing this polyimide as a main component and having properties based on this polyimide (for example, high resistance to methanol crossover). The polyimide of the present invention contains a structural unit (P) represented by the following formula (1). The polyimide-based polymer electrolyte membrane of the present invention contains the polyimide of the present invention as a main component.

摘要翻译： 本发明提供了含有具有芴骨架的二胺成分和含有该聚酰亚胺作为主要成分的新颖的聚酰亚胺系聚合物电解质膜的新颖的聚酰亚胺，并具有基于该聚酰亚胺的性质（例如，高耐甲醇交联性）。 本发明的聚酰亚胺含有由下式（1）表示的结构单元（P）。 本发明的聚酰亚胺系聚合物电解质膜含有本发明的聚酰亚胺作为主要成分。

公开(公告)号：US20120129075A1

公开(公告)日：2012-05-24

申请号：US13322073

申请日：2010-05-21

申请人： Tooru Sugitani ,  Hiroyuki Nishii ,  Akira Shimazu

发明人： Tooru Sugitani ,  Hiroyuki Nishii ,  Akira Shimazu

IPC分类号： H01M8/10

CPC分类号： H01B1/122 ,  H01M8/04197 ,  H01M8/1011 ,  H01M8/1027 ,  H01M8/103 ,  H01M8/1067 ,  Y02E60/523

摘要： Provided is a polyimide-based proton-conductive polymer electrolyte membrane having high methanol permeation resistance property (methanol blocking property). The proton-conductive polymer electrolyte membrane includes, as a main component, a polyimide resin formed by polycondensation of a tetracarboxylic dianhydride, a first aromatic diamine having a proton-conductive group, and a second aromatic diamine having no proton-conductive group. The second aromatic diamine has a fused ring skeleton composed of three or more rings. This electrolyte membrane is suitable for use in a polymer electrolyte fuel cell (PEFC), in particular in a direct methanol fuel cell (DMFC).

摘要翻译： 本发明提供具有高甲醇渗透性（甲醇阻断性）的聚酰亚胺系质子传导性高分子电解质膜。 质子传导性高分子电解质膜以四羧酸二酐，具有质子传导性基团的第一芳香族二胺和不具有质子传导性基团的第二芳香族二胺缩聚形成的聚酰亚胺树脂为主要成分。 第二芳族二胺具有由三个以上环构成的稠环骨架。 该电解质膜适用于聚合物电解质燃料电池（PEFC），特别是在直接甲醇燃料电池（DMFC）中。

公开(公告)号：US08563194B2

公开(公告)日：2013-10-22

申请号：US12988572

申请日：2009-04-22

申请人： Hiroyuki Nishii ,  Tooru Sugitani ,  Otoo Yamada ,  Sakura Toshikawa

发明人： Hiroyuki Nishii ,  Tooru Sugitani ,  Otoo Yamada ,  Sakura Toshikawa

IPC分类号： H01M8/10 ,  B05D5/12

CPC分类号： H01B1/122 ,  C08G73/1042 ,  C08G73/1046 ,  C08G73/105 ,  C08G73/1067 ,  C08G73/1071 ,  C08J5/20 ,  C08J5/2275 ,  C08J2379/08 ,  C08L79/08 ,  H01M8/1004 ,  H01M8/1011 ,  H01M8/1023 ,  H01M8/103 ,  H01M8/1044 ,  H01M8/1053 ,  H01M2300/0082 ,  H01M2300/0094 ,  Y02E60/523 ,  Y02P70/56

摘要： An electrolyte membrane (1) includes a base material layer (1) containing a hydrocarbon-based electrolyte as a main component, and a surface layer (5) laminated with the base material layer (1). The surface layer (5) is a layer containing, as a main component, a polymeric material having a hydroxyl group and a proton conductive group. The polymeric material that constitutes the surface layer (5) contains, for example, a first polymer having a hydroxyl group, and a second polymer having a proton conductive group. A matrix is formed by cross-linking the first polymer, and the second polymer can be held in the matrix.

摘要翻译： 电解质膜（1）包括以烃系电解液为主要成分的基材层（1）和层叠有基材层（1）的表层（5）。 表面层（5）是含有具有羟基和质子传导性基团的聚合物材料作为主要成分的层。 构成表面层（5）的聚合物材料包含例如具有羟基的第一聚合物和具有质子传导性基团的第二聚合物。 通过交联第一聚合物形成基质，第二聚合物可以保持在基质中。

公开(公告)号：US08304135B2

公开(公告)日：2012-11-06

申请号：US12936658

申请日：2009-03-03

申请人： Tooru Sugitani ,  Hiroyuki Nishii ,  Otoo Yamada ,  Sakura Toshikawa

发明人： Tooru Sugitani ,  Hiroyuki Nishii ,  Otoo Yamada ,  Sakura Toshikawa

IPC分类号： H01M8/10

CPC分类号： C08J5/2275 ,  C08J5/2287 ,  C08J2329/04 ,  H01B1/122 ,  H01M8/04253 ,  H01M8/1011 ,  H01M8/1023 ,  H01M8/1025 ,  H01M8/1027 ,  H01M8/1069 ,  Y02E60/523 ,  Y02P70/56

摘要： A method of manufacturing a proton-conductive polymer electrolyte membrane using polyvinyl alcohol (PVA) as a base material and having excellent proton conductivity and methanol blocking properties is provided. The method includes: heat-treating a precursor membrane including PVA and a water-soluble polymer electrolyte having a proton conductive group to proceed crystallization of the PVA; and chemically crosslinking the heat-treated precursor membrane with a crosslinking agent reactive with the PVA, to form a polymer electrolyte membrane in which a crosslinked PVA is a base material and protons are conducted through the electrolyte retained in the base material. The content of a water-soluble polymer except the PVA and the water-soluble polymer electrolyte in the precursor membrane is in a weight ratio of less than 0.1 with respect to the PVA.

摘要翻译： 提供了使用聚乙烯醇（PVA）作为基材并具有优异的质子传导性和甲醇阻断性质的质子传导性聚合物电解质膜的制造方法。 该方法包括：对包含PVA的前体膜和具有质子传导基团的水溶性聚合物电解质进行热处理，以进行PVA的结晶化; 并且用与PVA反应的交联剂将热处理的前体膜化学交联，形成聚合物电解质膜，其中交联的PVA是基材，质子通过保留在基材中的电解质导入。 前体膜中PVA以外的水溶性聚合物和水溶性聚合物电解质的含量相对于PVA的重量比小于0.1。

公开(公告)号：US20110039185A1

公开(公告)日：2011-02-17

申请号：US12988572

申请日：2009-04-22

申请人： Hiroyuki Nishii ,  Tooru Sugitani ,  Otoo Yamada ,  Sakura Toshikawa

发明人： Hiroyuki Nishii ,  Tooru Sugitani ,  Otoo Yamada ,  Sakura Toshikawa

IPC分类号： H01M8/10 ,  B05D5/12

CPC分类号： H01B1/122 ,  C08G73/1042 ,  C08G73/1046 ,  C08G73/105 ,  C08G73/1067 ,  C08G73/1071 ,  C08J5/20 ,  C08J5/2275 ,  C08J2379/08 ,  C08L79/08 ,  H01M8/1004 ,  H01M8/1011 ,  H01M8/1023 ,  H01M8/103 ,  H01M8/1044 ,  H01M8/1053 ,  H01M2300/0082 ,  H01M2300/0094 ,  Y02E60/523 ,  Y02P70/56

摘要： An electrolyte membrane (1) includes a base material layer (1) containing a hydrocarbon-based electrolyte as a main component, and a surface layer (5) laminated with the base material layer (1). The surface layer (5) is a layer containing, as a main component, a polymeric material having a hydroxyl group and a proton conductive group. The polymeric material that constitutes the surface layer (5) contains, for example, a first polymer having a hydroxyl group, and a second polymer having a proton conductive group. A matrix is formed by cross-linking the first polymer, and the second polymer can be held in the matrix.

摘要翻译： 电解质膜（1）包括以烃系电解液为主要成分的基材层（1）和层叠有基材层（1）的表层（5）。 表面层（5）是含有具有羟基和质子传导性基团的聚合物材料作为主要成分的层。 构成表面层（5）的聚合物材料包含例如具有羟基的第一聚合物和具有质子传导性基团的第二聚合物。 通过交联第一聚合物形成基质，第二聚合物可以保持在基质中。

公开(公告)号：US20110027692A1

公开(公告)日：2011-02-03

申请号：US12936658

申请日：2009-03-03

申请人： Tooru Sugitani ,  Hiroyuki Nishii ,  Otoo Yamada ,  Sakura Toshikawa

发明人： Tooru Sugitani ,  Hiroyuki Nishii ,  Otoo Yamada ,  Sakura Toshikawa

IPC分类号： H01M8/10 ,  C08J5/20

CPC分类号： C08J5/2275 ,  C08J5/2287 ,  C08J2329/04 ,  H01B1/122 ,  H01M8/04253 ,  H01M8/1011 ,  H01M8/1023 ,  H01M8/1025 ,  H01M8/1027 ,  H01M8/1069 ,  Y02E60/523 ,  Y02P70/56

摘要： A method of manufacturing a proton-conductive polymer electrolyte membrane using polyvinyl alcohol (PVA) as a base material and having excellent proton conductivity and methanol blocking properties is provided. The method includes: heat-treating a precursor membrane including PVA and a water-soluble polymer electrolyte having a proton conductive group to proceed crystallization of the PVA; and chemically crosslinking the heat-treated precursor membrane with a crosslinking agent reactive with the PVA, to form a polymer electrolyte membrane in which a crosslinked PVA is a base material and protons are conducted through the electrolyte retained in the base material. The content of a water-soluble polymer except the PVA and the water-soluble polymer electrolyte in the precursor membrane is in a weight ratio of less than 0.1 with respect to the PVA.

摘要翻译： 提供了使用聚乙烯醇（PVA）作为基材并具有优异的质子传导性和甲醇阻断性质的质子传导性聚合物电解质膜的制造方法。 该方法包括：对包含PVA的前体膜和具有质子传导基团的水溶性聚合物电解质进行热处理，以进行PVA的结晶化; 并且用与PVA反应的交联剂将热处理的前体膜化学交联，形成聚合物电解质膜，其中交联的PVA是基材，质子通过保留在基材中的电解质导入。 前体膜中PVA以外的水溶性聚合物和水溶性聚合物电解质的含量相对于PVA的重量比小于0.1。

公开(公告)号：US20130006017A1

公开(公告)日：2013-01-03

申请号：US13579168

申请日：2011-02-24

申请人： Tooru Sugitani

发明人： Tooru Sugitani

IPC分类号： C07C217/90 ,  C07C213/02

CPC分类号： C07C217/92 ,  C07C217/90 ,  C07C2603/18

摘要： The present invention provides a novel diamine compound represented by formula (1) below. A in formula (1) denotes an optionally-substituted divalent aliphatic group (having a carbon number of 10 or less) or an optionally-substituted divalent aromatic group (having the number of rings of 4 or less), for example. The diamine compound of the present invention can be used as a raw material or a crosslinking agent for polyamide, polyimide, polyurethane, epoxy resin, etc.

摘要翻译： 本发明提供由下式（1）表示的新型二胺化合物。 式（1）中的A表示例如任选取代的二价脂族基（碳数为10以下）或任意取代的二价芳族基（环数为4以下）。 本发明的二胺化合物可以用作聚酰胺，聚酰亚胺，聚氨酯，环氧树脂等的原料或交联剂。